At my engagement party, my future MIL snatched the old silver locket from my neck and threw it to the floor. “How cheap!” she sneered. “Our family only wears diamonds!” The guests nodded in agreement—until my fiancé’s grandmother slowly stood up. With trembling hands, she put on her gloves, picked up the locket, and whispered, “This is a one-of-a-kind piece Charles Tiffany crafted for Queen Elizabeth II. It’s priceless… Who are you?”

Part I: The Shark Tank The Sterling family’s annual summer engagement party was a sea of old-money, New England arrogance, and I, Anna, was drowning in it. The grand ballroom of their Connecticut estate glittered with a cold, intimidating light,…